Diaqua-bis-(5-carb-oxy-2-ethyl-1H-imidazole-4-carboxyl-ato-κ(2)N(3),O(4))cobalt(II) trihydrate.

In the title compound, [Co(C(7)H(7)N(2)O(4))(2)(H(2)O)(2)]·3H(2)O, the Co(II) cation, located on an inversion center, is N,O-chelated by two 5-carboxy-2-ethyl-1H-imidazole-4-carboxylate anions and further coordinated by two water mol-ecules in a distorted octa-hedral geometry. Only one carboxy group of the anion is deprotonated, and the two carboxyl groups of the same anion are linked via an intra-molecular O-H⋯O hydrogen bond. One of the lattice water mol-ecules is located on an inversion center, its H atom equally disordered over two positions. One of H atoms of another lattice water mol-ecules is also equally disordered over two sites. Water H atoms and the amino H atom all are involved in an inter-molecular hydrogen-bonded network in the crystal.

Related literature

For related metal complexes with imidazole-4,5-dicarboxyl­ate ligands, see: Fan et al. (2010 ▶); Li et al. (2011 ▶); Yan et al. (2010 ▶); Song et al. (2010 ▶); He et al. (2010 ▶).

Experimental

Crystal data

[Co(C7H7N2O4)2(H2O)2]·3H2O

M = 515.30

Triclinic,

a = 7.1615 (14) Å

b = 8.8729 (18) Å

c = 9.3815 (19) Å

α = 66.06 (3)°

β = 88.66 (3)°

γ = 70.97 (3)°

V = 511.0 (3) Å3

Z = 1

Mo Kα radiation

μ = 0.92 mm−1

T = 293 K

0.20 × 0.18 × 0.15 mm

Data collection

Bruker SMART APEXII diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.781, T max = 0.781

5086 measured reflections

2319 independent reflections

1578 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.102

S = 1.01

2319 reflections

149 parameters

5 restraints

H-atom parameters constrained

Δρmax = 0.59 e Å−3

Δρmin = −0.73 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812008902/xu5468sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008902/xu5468Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C7H7N2O4)2(H2O)2]·3H2O	Z = 1
Mr = 515.30	F(000) = 267
Triclinic, P1	Dx = 1.675 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.1615 (14) Å	Cell parameters from 7174 reflections
b = 8.8729 (18) Å	θ = 2.4–28.4°
c = 9.3815 (19) Å	µ = 0.92 mm−1
α = 66.06 (3)°	T = 293 K
β = 88.66 (3)°	Block, red
γ = 70.97 (3)°	0.20 × 0.18 × 0.15 mm
V = 511.0 (3) Å3

Bruker SMART APEXII diffractometer	2319 independent reflections
Radiation source: fine-focus sealed tube	1578 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
ω scans	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −8→9
Tmin = 0.781, Tmax = 0.781	k = −11→11
5086 measured reflections	l = −12→12

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.102	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.020P)2 + 1.1P] where P = (Fo2 + 2Fc2)/3
2319 reflections	(Δ/σ)max < 0.001
149 parameters	Δρmax = 0.59 e Å−3
5 restraints	Δρmin = −0.73 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co1	0.5000	0.0000	0.5000	0.02833 (18)
N1	0.2254 (4)	0.2967 (3)	0.7643 (3)	0.0306 (6)
H1	0.1776	0.3183	0.8417	0.037*
N2	0.3637 (4)	0.1497 (3)	0.6265 (3)	0.0265 (5)
O1	0.4459 (3)	0.2642 (3)	0.3267 (3)	0.0350 (5)
O2	0.3296 (4)	0.5449 (3)	0.2860 (3)	0.0446 (6)
O3	0.1803 (4)	0.7116 (3)	0.4415 (3)	0.0431 (6)
H3	0.2224	0.6487	0.3911	0.065*
O4	0.0657 (4)	0.6633 (3)	0.6723 (3)	0.0439 (6)
O1W	0.7752 (3)	−0.0183 (3)	0.5820 (3)	0.0461 (7)
H1W	0.8718	−0.1140	0.6044	0.069*
H2W	0.8118	0.0689	0.5646	0.069*
C1	0.3196 (4)	0.3266 (4)	0.5348 (4)	0.0264 (6)
C2	0.2335 (4)	0.4198 (4)	0.6198 (4)	0.0276 (6)
C3	0.3052 (4)	0.1352 (4)	0.7653 (4)	0.0287 (7)
C4	0.3683 (5)	0.3806 (4)	0.3732 (4)	0.0304 (7)
C5	0.1529 (5)	0.6106 (4)	0.5789 (4)	0.0322 (7)
C6	0.3153 (5)	−0.0299 (4)	0.9003 (4)	0.0359 (7)
H6A	0.2973	−0.0090	0.9943	0.043*
H6B	0.4462	−0.1174	0.9166	0.043*
C7	0.1579 (7)	−0.1010 (6)	0.8754 (5)	0.0565 (11)
H7A	0.0285	−0.0125	0.8537	0.085*
H7B	0.1633	−0.2030	0.9686	0.085*
H7C	0.1827	−0.1323	0.7883	0.085*
O2W	0.1678 (5)	0.3395 (5)	0.0422 (4)	0.0726 (10)
H3W	0.2620	0.3480	0.0885	0.109*
H4W	0.0694	0.4355	0.0084	0.109*	0.50
H7W	0.0730	0.3366	0.0983	0.109*	0.50
O3W	0.5000	0.5000	0.0000	0.282 (8)
H5W	0.5935	0.4424	−0.0352	0.423*	0.50
H6W	0.5155	0.4487	0.0998	0.423*	0.50

	U11	U22	U33	U12	U13	U23
Co1	0.0327 (3)	0.0212 (3)	0.0335 (4)	−0.0056 (2)	0.0051 (3)	−0.0167 (3)
N1	0.0328 (14)	0.0297 (14)	0.0347 (15)	−0.0067 (11)	0.0064 (12)	−0.0222 (12)
N2	0.0278 (12)	0.0202 (12)	0.0323 (14)	−0.0048 (10)	0.0029 (11)	−0.0143 (11)
O1	0.0459 (13)	0.0260 (12)	0.0322 (12)	−0.0083 (10)	0.0097 (11)	−0.0149 (10)
O2	0.0673 (17)	0.0246 (12)	0.0383 (14)	−0.0143 (12)	0.0134 (13)	−0.0113 (11)
O3	0.0565 (15)	0.0228 (12)	0.0521 (16)	−0.0100 (11)	0.0074 (13)	−0.0207 (12)
O4	0.0479 (14)	0.0309 (13)	0.0554 (16)	−0.0031 (11)	0.0060 (12)	−0.0289 (12)
O1W	0.0354 (13)	0.0282 (13)	0.081 (2)	−0.0065 (10)	−0.0024 (13)	−0.0316 (13)
C1	0.0268 (14)	0.0211 (14)	0.0332 (16)	−0.0069 (12)	0.0025 (13)	−0.0144 (13)
C2	0.0261 (14)	0.0222 (15)	0.0346 (17)	−0.0057 (12)	0.0007 (13)	−0.0141 (13)
C3	0.0279 (15)	0.0267 (16)	0.0335 (17)	−0.0065 (12)	0.0017 (14)	−0.0168 (14)
C4	0.0305 (16)	0.0252 (16)	0.0348 (17)	−0.0075 (13)	0.0022 (14)	−0.0136 (14)
C5	0.0310 (16)	0.0248 (17)	0.0439 (19)	−0.0053 (13)	−0.0010 (15)	−0.0207 (16)
C6	0.0412 (18)	0.0315 (17)	0.0328 (17)	−0.0113 (15)	0.0043 (15)	−0.0125 (15)
C7	0.071 (3)	0.052 (3)	0.051 (2)	−0.034 (2)	0.006 (2)	−0.017 (2)
O2W	0.0621 (19)	0.105 (3)	0.060 (2)	−0.0130 (18)	0.0094 (16)	−0.057 (2)
O3W	0.408 (19)	0.198 (11)	0.139 (9)	−0.010 (11)	0.100 (11)	−0.052 (8)

Co1—O1	2.153 (2)	O1W—H2W	0.8499
Co1—O1i	2.153 (2)	C1—C2	1.371 (4)
Co1—O1Wi	2.064 (2)	C1—C4	1.464 (4)
Co1—O1W	2.064 (2)	C2—C5	1.481 (4)
Co1—N2	2.123 (2)	C3—C6	1.478 (4)
Co1—N2i	2.123 (2)	C6—C7	1.523 (5)
N1—C3	1.355 (4)	C6—H6A	0.9700
N1—C2	1.367 (4)	C6—H6B	0.9700
N1—H1	0.8600	C7—H7A	0.9600
N2—C3	1.327 (4)	C7—H7B	0.9600
N2—C1	1.377 (4)	C7—H7C	0.9600
O1—C4	1.244 (3)	O2W—H3W	0.8500
O2—C4	1.284 (4)	O2W—H4W	0.8500
O3—C5	1.292 (4)	O2W—H7W	0.8500
O3—H3	0.8500	O3W—H5W	0.8500
O4—C5	1.222 (4)	O3W—H6W	0.8500
O1W—H1W	0.8500
O1Wi—Co1—O1W	180.0	N1—C2—C1	105.4 (3)
O1Wi—Co1—N2	90.68 (9)	N1—C2—C5	122.2 (3)
O1W—Co1—N2	89.32 (9)	C1—C2—C5	132.4 (3)
O1Wi—Co1—N2i	89.32 (9)	N2—C3—N1	109.9 (3)
O1W—Co1—N2i	90.68 (9)	N2—C3—C6	126.0 (3)
N2—Co1—N2i	180.00 (9)	N1—C3—C6	124.1 (3)
O1Wi—Co1—O1	88.57 (10)	O1—C4—O2	122.9 (3)
O1W—Co1—O1	91.43 (10)	O1—C4—C1	118.1 (3)
N2—Co1—O1	78.28 (9)	O2—C4—C1	119.0 (3)
N2i—Co1—O1	101.72 (9)	O4—C5—O3	124.3 (3)
O1Wi—Co1—O1i	91.43 (10)	O4—C5—C2	120.1 (3)
O1W—Co1—O1i	88.57 (10)	O3—C5—C2	115.7 (3)
N2—Co1—O1i	101.72 (9)	C3—C6—C7	112.2 (3)
N2i—Co1—O1i	78.28 (9)	C3—C6—H6A	109.2
O1—Co1—O1i	180.0	C7—C6—H6A	109.2
C3—N1—C2	108.7 (3)	C3—C6—H6B	109.2
C3—N1—H1	125.6	C7—C6—H6B	109.2
C2—N1—H1	125.6	H6A—C6—H6B	107.9
C3—N2—C1	106.5 (2)	C6—C7—H7A	109.5
C3—N2—Co1	142.7 (2)	C6—C7—H7B	109.5
C1—N2—Co1	110.81 (19)	H7A—C7—H7B	109.5
C4—O1—Co1	114.8 (2)	C6—C7—H7C	109.5
C5—O3—H3	107.5	H7A—C7—H7C	109.5
Co1—O1W—H1W	118.0	H7B—C7—H7C	109.5
Co1—O1W—H2W	124.7	H3W—O2W—H4W	110.3
H1W—O1W—H2W	113.4	H3W—O2W—H7W	109.4
C2—C1—N2	109.5 (3)	H4W—O2W—H7W	66.5
C2—C1—C4	132.4 (3)	H5W—O3W—H6W	109.4
N2—C1—C4	118.0 (2)
O1Wi—Co1—N2—C3	91.3 (4)	C4—C1—C2—N1	179.5 (3)
O1W—Co1—N2—C3	−88.7 (4)	N2—C1—C2—C5	−178.0 (3)
N2i—Co1—N2—C3	−95 (100)	C4—C1—C2—C5	1.8 (6)
O1—Co1—N2—C3	179.7 (4)	C1—N2—C3—N1	0.1 (3)
O1i—Co1—N2—C3	−0.3 (4)	Co1—N2—C3—N1	179.4 (2)
O1Wi—Co1—N2—C1	−89.5 (2)	C1—N2—C3—C6	177.5 (3)
O1W—Co1—N2—C1	90.5 (2)	Co1—N2—C3—C6	−3.2 (6)
N2i—Co1—N2—C1	84 (100)	C2—N1—C3—N2	−0.3 (3)
O1—Co1—N2—C1	−1.06 (19)	C2—N1—C3—C6	−177.7 (3)
O1i—Co1—N2—C1	178.94 (19)	Co1—O1—C4—O2	178.6 (2)
O1Wi—Co1—O1—C4	92.4 (2)	Co1—O1—C4—C1	−1.4 (4)
O1W—Co1—O1—C4	−87.6 (2)	C2—C1—C4—O1	−179.3 (3)
N2—Co1—O1—C4	1.4 (2)	N2—C1—C4—O1	0.4 (4)
N2i—Co1—O1—C4	−178.6 (2)	C2—C1—C4—O2	0.7 (5)
O1i—Co1—O1—C4	−137 (100)	N2—C1—C4—O2	−179.5 (3)
C3—N2—C1—C2	0.1 (3)	N1—C2—C5—O4	−4.3 (5)
Co1—N2—C1—C2	−179.5 (2)	C1—C2—C5—O4	173.2 (3)
C3—N2—C1—C4	−179.7 (3)	N1—C2—C5—O3	176.3 (3)
Co1—N2—C1—C4	0.8 (3)	C1—C2—C5—O3	−6.3 (5)
C3—N1—C2—C1	0.3 (3)	N2—C3—C6—C7	−73.9 (4)
C3—N1—C2—C5	178.3 (3)	N1—C3—C6—C7	103.1 (4)
N2—C1—C2—N1	−0.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O2Wii	0.86	1.96	2.786 (4)	160
O3—H3···O2	0.85	1.63	2.471 (3)	171
O1W—H1W···O4iii	0.85	1.86	2.708 (3)	173
O1W—H2W···O3iv	0.85	1.94	2.763 (3)	161
O2W—H3W···O1	0.85	2.33	3.077 (4)	147
O2W—H3W···O3W	0.85	2.44	3.091 (3)	134
O2W—H4W···O2Wv	0.85	2.04	2.883 (6)	172
O2W—H7W···O4vi	0.85	2.35	3.120 (4)	151
O3W—H5W···O2vii	0.85	2.37	3.040 (2)	136
O3W—H6W···O1	0.85	2.26	3.031 (2)	151
O3W—H6W···O2	0.85	2.43	3.040 (2)	129

Table 1

Selected bond lengths (Å)

Co1—O1	2.153 (2)
Co1—O1W	2.064 (2)
Co1—N2	2.123 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O2Wi	0.86	1.96	2.786 (4)	160
O3—H3⋯O2	0.85	1.63	2.471 (3)	171
O1W—H1W⋯O4ii	0.85	1.86	2.708 (3)	173
O1W—H2W⋯O3iii	0.85	1.94	2.763 (3)	161
O2W—H3W⋯O1	0.85	2.33	3.077 (4)	147
O2W—H3W⋯O3W	0.85	2.44	3.091 (3)	134
O2W—H4W⋯O2Wiv	0.85	2.04	2.883 (6)	172
O2W—H7W⋯O4v	0.85	2.35	3.120 (4)	151
O3W—H5W⋯O2vi	0.85	2.37	3.040 (2)	136
O3W—H6W⋯O1	0.85	2.26	3.031 (2)	151
O3W—H6W⋯O2	0.85	2.43	3.040 (2)	129

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .